CN106832980B - A kind of epoxy modified asphalt and preparation method thereof - Google Patents
A kind of epoxy modified asphalt and preparation method thereof Download PDFInfo
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- CN106832980B CN106832980B CN201710139620.7A CN201710139620A CN106832980B CN 106832980 B CN106832980 B CN 106832980B CN 201710139620 A CN201710139620 A CN 201710139620A CN 106832980 B CN106832980 B CN 106832980B
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- 239000010426 asphalt Substances 0.000 title claims abstract description 90
- 239000004593 Epoxy Substances 0.000 title claims abstract description 85
- 238000002360 preparation method Methods 0.000 title claims description 15
- 229920000728 polyester Polymers 0.000 claims abstract description 68
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 58
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 51
- 239000002041 carbon nanotube Substances 0.000 claims abstract description 45
- 229910021393 carbon nanotube Inorganic materials 0.000 claims abstract description 45
- 239000003822 epoxy resin Substances 0.000 claims abstract description 44
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 44
- 150000008065 acid anhydrides Chemical class 0.000 claims abstract description 31
- 239000011159 matrix material Substances 0.000 claims abstract description 29
- 150000001412 amines Chemical class 0.000 claims abstract description 20
- 239000006185 dispersion Substances 0.000 claims description 74
- 238000003756 stirring Methods 0.000 claims description 50
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 43
- 239000011295 pitch Substances 0.000 claims description 35
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 24
- 238000010792 warming Methods 0.000 claims description 14
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 10
- 239000002994 raw material Substances 0.000 claims description 9
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 8
- 239000002383 tung oil Substances 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 7
- 239000003921 oil Substances 0.000 claims description 7
- 239000011294 coal tar pitch Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 230000003292 diminished effect Effects 0.000 claims description 5
- 239000012528 membrane Substances 0.000 claims description 5
- 235000019260 propionic acid Nutrition 0.000 claims description 5
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 5
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims description 4
- IMUDHTPIFIBORV-UHFFFAOYSA-N aminoethylpiperazine Chemical compound NCCN1CCNCC1 IMUDHTPIFIBORV-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- -1 dodecenylsuccinic acid acid anhydride Chemical class 0.000 claims description 3
- QOHMWDJIBGVPIF-UHFFFAOYSA-N n',n'-diethylpropane-1,3-diamine Chemical compound CCN(CC)CCCN QOHMWDJIBGVPIF-UHFFFAOYSA-N 0.000 claims description 3
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 claims description 2
- 230000004913 activation Effects 0.000 claims description 2
- VYKXQOYUCMREIS-UHFFFAOYSA-N methylhexahydrophthalic anhydride Chemical compound C1CCCC2C(=O)OC(=O)C21C VYKXQOYUCMREIS-UHFFFAOYSA-N 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 229930185605 Bisphenol Natural products 0.000 claims 1
- WRLRISOTNFYPMU-UHFFFAOYSA-N [S].CC1=CC=CC=C1 Chemical compound [S].CC1=CC=CC=C1 WRLRISOTNFYPMU-UHFFFAOYSA-N 0.000 claims 1
- 229920006150 hyperbranched polyester Polymers 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 7
- 230000002929 anti-fatigue Effects 0.000 abstract description 6
- 229910000831 Steel Inorganic materials 0.000 description 9
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 9
- 239000010959 steel Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 238000005452 bending Methods 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 6
- 239000002131 composite material Substances 0.000 description 5
- TUJDZBCXUPOERQ-UHFFFAOYSA-N 3-ethylpentylhydrazine Chemical class CCC(CC)CCNN TUJDZBCXUPOERQ-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 229960000935 dehydrated alcohol Drugs 0.000 description 3
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 3
- 239000002048 multi walled nanotube Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 238000010008 shearing Methods 0.000 description 3
- 238000002604 ultrasonography Methods 0.000 description 3
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 238000003760 magnetic stirring Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 239000012745 toughening agent Substances 0.000 description 2
- MUTGBJKUEZFXGO-OLQVQODUSA-N (3as,7ar)-3a,4,5,6,7,7a-hexahydro-2-benzofuran-1,3-dione Chemical compound C1CCC[C@@H]2C(=O)OC(=O)[C@@H]21 MUTGBJKUEZFXGO-OLQVQODUSA-N 0.000 description 1
- CSHJJWDAZSZQBT-UHFFFAOYSA-N 7a-methyl-4,5-dihydro-3ah-2-benzofuran-1,3-dione Chemical class C1=CCCC2C(=O)OC(=O)C21C CSHJJWDAZSZQBT-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- JLQUFIHWVLZVTJ-UHFFFAOYSA-N carbosulfan Chemical compound CCCCN(CCCC)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 JLQUFIHWVLZVTJ-UHFFFAOYSA-N 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Civil Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses a kind of epoxy modified asphalts, including matrix pitch, epoxy resin, amine curing agent and acid anhydride type curing agent, it is characterized in that component is by weight calculating: 80-120 parts of matrix pitch, 20-50 parts of epoxy resin, 2-8 parts of amine curing agent and 10-20 parts of acid anhydride type curing agent, and also contain 0.1-15 parts of hyper-branched polyester grafting carbon nanotube.Epoxy modified asphalt intensity, toughness, stability, anti-fatigue performance and the more existing bituminous epoxy of low temperature flexing resistance prepared by the present invention improve a lot, epoxy modified asphalt of the present invention is uniformly mixed, diffusivity and compatibility are good, excellent combination property, are a kind of ideal road face pavement materials.
Description
Technical field
The present invention relates to a kind of modified pitch, specifically a kind of epoxy modified asphalt.
Background technique
Bituminous epoxy is a kind of thermosetting material, with thermal stability is good, long service life, caking property is good, porosity is low
The advantages that, it is using more one of steel deck paving package material.Currently, the generally existing flexibility of domestic and international common bituminous epoxy
Difference, durability are poor, are easy to cause the appearance of the diseases such as epoxy asphalt pavement layer early-age crack, using and tieing up to Steel Bridge road surface
Protecting band adversely affects, and epoxy modified asphalt material has the excellent anti-plasticity of high temperature and non-deformability, crack resistance at low-temperature
And the advantages that resisting the ability of chemical fuel and oil corrosion, but existing epoxy modified asphalt is in durability and low temperature flexing resistance
Aspect performance is not better enough.
Epoxy modified asphalt adds the objects such as epoxy resin, high molecular polymer, curing agent and modifying agent that is, in pitch
Matter makes the performance of pitch be improved and manufactured asphalt binder.
Composite modified asphalt is disclosed in CN201610205591A, it is 23.1-45.5% that it, which is by weight percent,
Polyurethane modified epoxy resin, the expanding material of 5-10%, the plasticizer of 5-10%, the curing agent of 5-10% and 40-60% road stone
Oil asphalt composition, the more existing bituminous epoxy of low temperature anti-bending strength and anti-fatigue performance of the composite modified asphalt is strong, but its horse
Xie Er stability can only achieve thousand newton of 58.2KN(), dynamic stability can only achieve 59700 times/mm, and stability needs further
It improves.
A kind of polymer composite modified asphalt and preparation method thereof is disclosed in CN105802261A, it is to drip matrix
Blueness is heated to 170-200 DEG C, and modifying agent and compatilizer is added, added after solvent swell to be modified organic cooling agent, antioxidant and
High-temperature viscosity reducer uses high-speed shearing machine at 170-200 DEG C, with 5000-15000r/min(revs/min) speed shearing
30min is maintained after the completion of shearing and is developed 2 hours at 170-200 DEG C, and stabilizer is added, stirs evenly, cool down to obtain polymer
Composite modified asphalt, the disadvantage is that low temperature bending resistance is weaker, bending resistance strain value under conditions of -10 DEG C can only achieve 7397
μ ε (length relative variation), and need to complete under conditions of 170-200 DEG C in preparation process, to reaction condition require compared with
It is high.
Summary of the invention
It is an object of the present invention to provide a kind of stability, toughness, durability and anti-fatigue performance are excellent, low temperature bending resistance is strong
Epoxy modified asphalt.
Another object of the present invention is to provide a kind of epoxy modified asphalt preparation method that production cost is low.
The purpose of the present invention is achieved through the following technical solutions:
A kind of epoxy modified asphalt, including matrix pitch, epoxy resin, amine curing agent and acid anhydride type curing agent raw material,
It is characterized by: its raw material further includes hyper-branched polyester grafting carbon nanotube；
Hyper-branched polyester grafting carbon nanotube needs of the present invention are prepared in situ, remaining raw material is the existing skill in this field
The commercial product that art personnel know, wherein hyper-branched polyester grafting carbon nanotube the preparation method is as follows:
By 2,2- dihydromethyl propionic acid and 1,1,1- trimethylolpropane is mixed according to molar ratio=0.1-20:6, and first is added
Benzene sulfonic acid is warming up to 140-170 DEG C, and aggregated reaction obtains hyper-branched polyester；
With aforementioned resulting hyper-branched polyester in molar ratio it is that 0.1-5:1 is mixed by active end group modifying agent, is warming up to 60-
150 DEG C, 15-25 hours are stood, modified hyper-branched polyester is obtained；
Carbon nanotube by aforementioned resulting modified hyper-branched polyester and surface activation is 0.1-50 in molar ratio:
1 is scattered in solvent dimethylformamide simultaneously, and ultrasonic vibration 20-60min obtains dispersion；
Aforementioned resulting dispersion is placed in oil bath environment, is warming up to 80-140 DEG C, stirs 20-30 hours, obtains
Dispersion after stirring；
Acetone is added in the dispersion after aforementioned resulting stirring, mixed system is obtained, aforementioned mixed system is set
It is filtered under diminished pressure on 0.22 μm of Kynoar filter membrane, hyper-branched polyester grafting carbon nanotube is obtained after washing.
In order to further increase the performance of epoxy modified asphalt of the present invention, the raw material components of above-mentioned epoxy modified asphalt are by weight
Part is measured than calculating: 80-120 parts of matrix pitch, 20-50 parts of epoxy resin, 2-8 parts of amine curing agent, acid anhydride type curing agent 10-20
Part, 0.1-15 parts of hyper-branched polyester grafting carbon nanotube.
In order to further improve the performance of epoxy modified asphalt of the present invention, above-mentioned matrix pitch 90-110 parts, asphalt mixtures modified by epoxy resin
27-45 parts of rouge, 3-7 parts of amine curing agent, 13-17 parts of acid anhydride type curing agent and 1-5 parts of hyper-branched polyester grafting carbon nanotube.
Preferably, 100 parts of above-mentioned matrix pitch, 40 parts of epoxy resin, 6 parts of amine curing agent, 15 parts of acid anhydride type curing agent
With 3 parts of hyper-branched polyester grafting carbon nanotube.
Above-mentioned matrix pitch selects one or more of asphalt, lake asphalt, coal tar pitch any combination；Epoxy resin
Select E-44 bisphenol A type epoxy resin or E-51 bisphenol A type epoxy resin；Amine curing agent selects diethyl amino propylamine, N-
One or more of aminoethyl piperazine, isophorone diamine any combination；Acid anhydride type curing agent selects methyl tetrahydro phthalic anhydride, first
One or more of base hexahydrophthalic anhydride, dodecenylsuccinic acid acid anhydride, tung oil acid anhydride any combination.
Preferably, matrix pitch is asphalt；Epoxy resin is E-44 bisphenol A type epoxy resin；Amine curing agent is
Diethyl amino propylamine；Acid anhydride type curing agent is tung oil acid anhydride.
It is highly preferred that asphalt is 70# asphalt.
A kind of preparation method of epoxy modified asphalt, which is characterized in that it is carried out as follows:
20-50 parts of epoxy resin are heated to 60-80 DEG C, 0.1-15 parts of hyper-branched polyester grafting carbon nanotubes are added, stir
It mixes 2-3 hours and obtains dispersion 1；2-8 parts of amine curing agents and 10-20 parts of acid anhydride type curing agents are added into dispersion 1,
Stirring obtains dispersion 2 in 2-3 hours；It takes 80-120 parts of matrix pitches to be heated to 60-100 DEG C, then the matrix after heating is dripped
Blueness is added in aforementioned resulting dispersion 2, conserves 4-6 days, obtains epoxy-modified under conditions of 58-65 DEG C after mixing evenly
Pitch.
Preferably, 40 parts of epoxy resin are heated to 70 DEG C, 3 parts of hyper-branched polyester grafting carbon nanotubes, stirring 2.5 is added
Hour obtains dispersion 1；5 parts of amine curing agents and 15 parts of acid anhydride type curing agents are added into dispersion 1, stirring 2.5 is small
When obtain dispersion 2；101 parts of matrix pitches are taken to be heated to 80 DEG C, then the matrix pitch addition after heating is aforementioned resulting
In dispersion 2, is conserved 4 days under conditions of 61 DEG C after mixing evenly, obtain epoxy modified asphalt.
The present invention have it is following the utility model has the advantages that
The present invention improves the stabilization of bituminous epoxy by adding hyper-branched polyester grafting carbon nanotube in bituminous epoxy
Property, toughness, durability, fatigue resistance and low temperature flexing resistance, by the stability of epoxy modified asphalt prepared by the present invention, toughness,
Durability and anti-fatigue performance are excellent, and low temperature flexing resistance is remarkably reinforced.
After tested, the epoxy modified asphalt properties after adding hyper-branched polyester grafting carbon nanotube refer to much higher than technology
Mark requires, and Marshall stability can achieve thousand newton of 83KN(), dynamic stability can achieve 76400 times/mm, extension at break
Rate can achieve 332%, and fatigue life can achieve 588603NfIt is (fatigue life), compared with prior art, provided by the invention
The Marshall stability of epoxy modified asphalt improves 24.8KN, and dynamic stability improves 16700 times/mm, and elongation at break mentions
High by 150%, fatigue life improves 88603Nf；It is (long that bending resistance strain value under conditions of -10 DEG C can achieve 13720 μ ε
Spend relative variation), compared with existing polymer composite modified asphalt, its beaming limit strain value improves 6323 μ ε, and
Bending resistance of the significantly larger than existing epoxy asphalt mixture in low temperature environment.
Hyper-branched polyester grafting carbon nanotube also enhances the diffusivity and compatibility of bituminous epoxy in the present invention, with scanning
Electron microscope observation epoxy modified asphalt of the present invention, shows through electron microscope photo scanning, adds hyper-branched polyester grafted carbon nanometer
The microstructure of the bituminous epoxy of pipe is in be similar to dendritic crystalline, and be evenly distributed.
Using epoxy modified asphalt preparation method provided by the invention, reaction condition requirement is lower, under normal pressure
It carries out, whipping temp only needs to control between 60-80 DEG C, and production cost is reduced in terms of the energy, is conducive to environmental protection.
Detailed description of the invention
Fig. 1 is existing epoxy modified asphalt electron-microscope scanning figure.
Fig. 2 is epoxy modified asphalt electron-microscope scanning figure of the present invention.
Specific embodiment
Below with reference to embodiment, further explanation of the contents of the invention are made.
Embodiment 1
The first step prepares hyper-branched polyester grafting carbon nanotube:
By 2,2- dihydromethyl propionic acid and 1,1,1- trimethylolpropane is placed in reaction vessel according to molar ratio=0.1:6,
P-toluenesulfonic acid catalyst is added by the 3% of 1,1,1- trimethylolpropane weight, is warming up to 140 DEG C under normal pressure, aggregated reaction
It obtains the HBP10(present invention and is referred to as first generation end group hyper-branched polyester)；
By epoxychloropropane and aforementioned resulting HBP10(first generation end group hyper-branched polyester) it is mixed according to molar ratio=2:7
It closes, is warming up to 120 DEG C, stand 20 hours, obtain by modified HBP10；
50g solvent dimethylformamide (DMF) is added in 200ml three-necked flask, 0.5g surface-active is separately added into
The multi-walled carbon nanotube and 10g HBP10(first generation end group hyper-branched polyester of change), at 60 DEG C, ultrasound is blended 20min and obtains
Dispersion；
Three-necked flask is moved into oil bath pan, magnetic stir bar is put into, installs temperature control system and condenser respectively, is risen
Temperature stirs the dispersion after being stirred 20 hours to 80 DEG C；
Mixed liquor is obtained in dispersion after taking 200ml acetone that stirring is added, aforementioned mixed liquor is placed in 0.22 μm and is gathered
It is filtered under diminished pressure on vinylidene filter membrane (PVDF), unreacted hyper-branched polyester and extra molten is removed using dehydrated alcohol
Agent is placed in 120 DEG C and is dried in vacuo 5 hours, obtains hyper-branched polyester grafting carbon nanotube.
Second step prepares epoxy modified asphalt:
40 parts of E-44 bisphenol A type epoxy resins are heated to 60 DEG C, 1 part of hyper-branched polyester grafting carbon nanotube is added, stirs
It mixes 2.5 hours and obtains dispersion 1；3 parts of diethyl amino propylamines and 20 parts of tung oil acid anhydrides, stirring are added into dispersion 1
Obtain dispersion 2 within 2.5 hours；It finally takes in the 100 parts of addition dispersions 2 of lake asphalt for being heated to 80 DEG C, after mixing evenly
It pours into the steel form for being coated with E-44 bisphenol A type epoxy resin parting agent special, is conserved 4 days under the conditions of 60 DEG C, obtain 1# ring
Oxygen modified pitch.
Embodiment 2
The first step prepares hyper-branched polyester grafting carbon nanotube:
By 2,2- dihydromethyl propionic acid and 1,1,1- trimethylolpropane is placed in reaction vessel according to molar ratio=1:6, presses
P-toluenesulfonic acid catalyst is added in the 3% of 1,1,1- trimethylolpropane weight, is warming up to 155 DEG C under normal pressure, aggregated to react
To HBP10(first generation end group hyper-branched polyester)；
By epoxychloropropane and aforementioned resulting HBP10(first generation end group hyper-branched polyester) it is mixed according to molar ratio=2:7
It closes, is warming up to 120 DEG C, stand 20 hours, obtain by modified HBP10；
50g solvent dimethylformamide (DMF) is added in 200ml three-necked flask, 0.5g surface-active is separately added into
The multi-walled carbon nanotube (marketable material) and 10g HBP10(first generation end group hyper-branched polyester of change), 60 DEG C are warming up to, ultrasound is altogether
Mixed 30min obtains dispersion；
Three-necked flask is moved into oil bath pan, magnetic stirring bar is put into, installs temperature control system and condenser respectively, is risen
Temperature stirs the dispersion after being stirred 24 hours to 120 DEG C；
Mixed liquor is obtained in dispersion after taking 200ml acetone that stirring is added, aforementioned mixed liquor is placed in 0.22 μm and is gathered
It is filtered under diminished pressure on vinylidene filter membrane (PVDF), unreacted hyper-branched polyester and extra molten is removed using dehydrated alcohol
Agent is placed in 120 DEG C and is dried in vacuo 5 hours, obtains hyper-branched polyester grafting carbon nanotube.
Second step prepares epoxy modified asphalt:
40 parts of E-44 bisphenol A type epoxy resins are heated to 60 DEG C, 3 parts of hyper-branched polyester grafting carbon nanotubes are added, stir
It mixes 2.5 hours and obtains dispersion 1；6 parts of diethyl amino propylamines and 15 parts of tung oil acid anhydrides, stirring are added into dispersion 1
Obtain dispersion 2 within 2.5 hours；It finally takes in the 100 parts of addition dispersions 2 of 70# asphalt for being heated to 80 DEG C, stirring is equal
It is poured into after even in the steel form for being coated with E-44 bisphenol A type epoxy resin parting agent special, conserves 4 days, obtain under the conditions of 60 DEG C
2# epoxy modified asphalt.
Embodiment 3
The first step prepares hyper-branched polyester grafting carbon nanotube:
By 2,2- dihydromethyl propionic acid and 1,1,1- trimethylolpropane is placed in reaction vessel according to molar ratio=20:6,
P-toluenesulfonic acid catalyst is added by the 3% of 1,1,1- trimethylolpropane weight, is warming up to 170 DEG C under normal pressure, aggregated reaction
Obtain HBP10(first generation end group hyper-branched polyester)；
By epoxychloropropane and aforementioned resulting HBP10(first generation end group hyper-branched polyester) it is mixed according to molar ratio=2:7
It closes, is warming up to 150 DEG C, stand 25 hours, obtain by modified HBP10；
50g solvent dimethylformamide (DMF) is added in 200ml three-necked flask, 0.5g surface-active is separately added into
The multi-walled carbon nanotube and 10g HBP10(first generation end group hyper-branched polyester of change), 60 DEG C are warming up to, ultrasound is blended 60min and obtains
To dispersion；
Three-necked flask is moved into oil bath pan, magnetic stirring bar is put into, installs temperature control system and condenser respectively, is risen
Temperature stirs the dispersion after being stirred 30 hours to 140 DEG C；
Mixed liquor is obtained in dispersion after taking 200ml acetone that stirring is added, aforementioned mixed liquor is placed in 0.22 μm and is gathered
It is filtered under diminished pressure on vinylidene filter membrane (PVDF), unreacted hyper-branched polyester and extra molten is removed using dehydrated alcohol
Agent is placed in 120 DEG C and is dried in vacuo 5 hours, obtains hyper-branched polyester grafting carbon nanotube.
Second step prepares epoxy modified asphalt:
40 parts of E-44 bisphenol A type epoxy resins are heated to 60 DEG C, 5 parts of hyper-branched polyester grafting carbon nanotubes are added, stir
It mixes 2.5 hours and obtains dispersion 1；3 parts of diethyl amino propylamines and 20 parts of tung oil acid anhydrides, stirring are added into dispersion 1
Obtain dispersion 2 within 2.5 hours；It finally takes in the 100 parts of addition dispersions 2 of lake asphalt for being heated to 80 DEG C, after mixing evenly
It pours into the steel form for being coated with E-44 bisphenol A type epoxy resin parting agent special, is conserved 5 days under the conditions of 60 DEG C, obtain 3# ring
Oxygen modified pitch.
Embodiment 4
The first step prepares hyper-branched polyester grafted carbon nanometer referring to the first step of embodiment 1, embodiment 2 or embodiment 3
Pipe.
Second step prepares epoxy modified asphalt:
20 parts of E-51 bisphenol A type epoxy resins are heated to 60 DEG C, 0.1 part of hyper-branched polyester grafting carbon nanotube is added,
Stirring obtains dispersion 1 in 2.5 hours；2 parts of diethyl amino propylamines and 10 parts of tung oil acid anhydrides are added into dispersion 1, stir
It mixes 2.5 hours and obtains dispersion 2；It finally takes in the 80 parts of addition dispersions 2 of 70# asphalt for being heated to 80 DEG C, stirs
It is poured into the steel form for being coated with E-51 bisphenol A type epoxy resin parting agent special after uniformly, conserves 4 days, obtain under the conditions of 62 DEG C
To epoxy modified asphalt.
Embodiment 5
The first step prepares hyper-branched polyester grafted carbon nanometer referring to the first step of embodiment 1, embodiment 2 or embodiment 3
Pipe.
Second step prepares epoxy modified asphalt:
45 parts of E-51 bisphenol A type epoxy resins are heated to 60 DEG C, 9 parts of hyper-branched polyester grafting carbon nanotubes are added, stir
It mixes 2.5 hours and obtains dispersion 1；7 parts of isophorone diamine and 17 parts of methyl hexahydrophthalic anhydrides are added into dispersion 1, stir
It mixes 2.5 hours and obtains dispersion 2；It finally takes in the 110 parts of addition dispersions 2 of coal tar pitch for being heated to 80 DEG C, stirs evenly
It is poured into the steel form for being coated with E-51 bisphenol A type epoxy resin parting agent special afterwards, is conserved 5 days under the conditions of 58 DEG C, obtain ring
Oxygen modified pitch.
Embodiment 6
The first step prepares hyper-branched polyester grafted carbon nanometer referring to the first step of embodiment 1, embodiment 2 or embodiment 3
Pipe.
Second step prepares epoxy modified asphalt:
27 parts of E-51 bisphenol A type epoxy resins are heated to 60 DEG C, 1 part of hyper-branched polyester grafting carbon nanotube is added, stirs
It mixes 2.5 hours and obtains dispersion 1；3 parts of N- aminoethyl piperazines and 13 parts of dodecenylsuccinic acids are added into dispersion 1
Acid anhydride, stirring obtain dispersion 2 in 2.5 hours；It finally takes in the 90 parts of addition dispersions 2 of coal tar pitch for being heated to 80 DEG C, stirs
It is poured into the steel form for being coated with E-51 bisphenol A type epoxy resin parting agent special after uniformly, conserves 6 days, obtain under the conditions of 65 DEG C
To epoxy modified asphalt.
Embodiment 7
The first step prepares hyper-branched polyester grafted carbon nanometer referring to the first step of embodiment 1, embodiment 2 or embodiment 3
Pipe.
Second step prepares epoxy modified asphalt:
50 parts of E-51 bisphenol A type epoxy resins are heated to 60 DEG C, 15 parts of hyper-branched polyester grafting carbon nanotubes are added, stir
It mixes 2.5 hours and obtains dispersion 1；8 parts of N- aminoethyl piperazines and 20 parts of dodecenylsuccinic acids are added into dispersion 1
Acid anhydride, stirring obtain dispersion 2 in 2.5 hours；It finally takes in the 120 parts of addition dispersions 2 of coal tar pitch for being heated to 85 DEG C, stirs
It is poured into the steel form for being coated with E-51 bisphenol A type epoxy resin parting agent special after uniformly, conserves 6 days, obtain under the conditions of 62 DEG C
To epoxy modified asphalt.
Embodiment 8
The first step prepares hyper-branched polyester grafted carbon nanometer referring to the first step of embodiment 1, embodiment 2 or embodiment 3
Pipe.
Second step prepares epoxy modified asphalt:
20 parts of E-44 bisphenol A type epoxy resins and 20 parts of E-51 bisphenol A type epoxy resins are mixed and heated to 70 DEG C, are added
3 parts of hyper-branched polyester grafting carbon nanotubes, stirring obtain dispersion 1 in 2.5 hours；3 parts of N- ammonia second are added into dispersion 1
Base piperazine, 2 parts of isophorone diamine, 8 parts of dodecenylsuccinic acid acid anhydrides and 7 parts of methyl tetrahydro phthalic anhydrides mixture, stirring 2.5 is small
When obtain dispersion 2；It finally takes and is heated to 80 DEG C of 50 parts of coal tar pitch and 51 parts of 70# asphalt, dispersion 2 is added
In, it pours into the steel form for being coated with E-51 bisphenol A type epoxy resin parting agent special, is conserved under the conditions of 61 DEG C after mixing evenly
4 days, obtain epoxy modified asphalt.
Performance test
Respectively will this by inventing obtained 1# epoxy modified asphalt, 2# epoxy modified asphalt, 3# epoxy modified asphalt and existing
There is bituminous epoxy that sample is made according to " highway engineering pitch and asphalt test regulation (JTGE20-2011) ", in 23 DEG C of environment
Test bituminous epoxy tensile strength and elongation at break, test result are shown in Table 1；
1 epoxy modified asphalt tension test of table
100 parts of mineral aggregates are dried 5 hours in 170 DEG C of baking ovens, sample 1# epoxy modified asphalt of the invention, 2# epoxy changes
Property pitch, 3# epoxy modified asphalt and existing bituminous epoxy sample is made, by aforementioned sample and 100 parts of mineral aggregates in 170 DEG C of environment
Middle stirring 3min, preparation molding marshal piece, low temperature bending resistance test specimen and fatigue sample, tests epoxy asphalt sample performance, examination
It tests and the results are shown in Table 2；
2 epoxy modified asphalt material performance test of table
Electron-microscope scanning: the bituminous epoxy that sampling is not added with hyper-branched polyester grafting carbon nanotube toughener carries out Electronic Speculum and sweeps
It retouches, such as Fig. 1；The bituminous epoxy of sampling addition hyper-branched polyester grafting carbon nanotube toughener carries out electron-microscope scanning, such as Fig. 2；It sees
Examine the microstructure of epoxy modified asphalt in Fig. 1 and Fig. 2, it can be seen that hyper-branched polyester grafting carbon nanotube is in epoxy-modified drip
In the structure similar to dendritic crystalline in blueness, and it is uniformly distributed in epoxy modified asphalt；Comparison diagram 1 and Fig. 2 are it is found that addition over-expense
Epoxy modified asphalt scalability and compatibility after changing polyester graft carbon nanotube is preferable.
It can be seen that compared with existing bituminous epoxy from the test result combination stereoscan photograph of table 1, table 2, You Benfa
Bright prepared epoxy modified asphalt is in the structure similar to dendritic crystalline, and hyper-branched polyester grafting carbon nanotube is uniformly distributed in
In bituminous epoxy, with the features such as good toughness, bending resistance is strong, and Resisting fractre ability is strong, and anti-fatigue ability is strong, every testing result
Meet index request, especially anti-fatigue performance and the more existing modified pitch of toughness improves a lot, improves conventional epoxy drip
The disadvantage of green low-temperature flexibility and durability difference.
Claims (12)
1. a kind of epoxy modified asphalt, mainly using matrix pitch, epoxy resin, amine curing agent and acid anhydride type curing agent as raw material
It is made, it is characterised in that: its raw material further includes hyper-branched polyester grafting carbon nanotube；
Wherein, hyper-branched polyester grafting carbon nanotube the preparation method is as follows:
By 2,2- dihydromethyl propionic acid and 1,1,1- trimethylolpropane is mixed according to molar ratio=0.1-20:6, and toluene sulphur is added
Acid is warming up to 140-170 DEG C, and aggregated reaction obtains hyper-branched polyester；
With aforementioned resulting hyper-branched polyester in molar ratio it is that 0.1-5:1 is mixed by active end group modifying agent, is warming up to 60-150
DEG C, 15-25 hours are stood, modified hyper-branched polyester is obtained；
Carbon nanotube by aforementioned resulting modified hyper-branched polyester and surface activation is that 0.1-50:1 is same in molar ratio
When be scattered in solvent dimethylformamide, ultrasonic vibration 20-60min obtains dispersion；
Aforementioned resulting dispersion is placed in oil bath environment, is warming up to 80-140 DEG C, stirs 20-30 hours, is stirred
Dispersion afterwards；
Acetone is added in the dispersion after aforementioned resulting stirring, mixed system is obtained, mixed system is placed in 0.22 μm
It is filtered under diminished pressure on Kynoar filter membrane, hyper-branched polyester grafting carbon nanotube is obtained after washing；
Wherein, raw material components are counted by weight: matrix pitch account for 80-120 parts, epoxy resin account for 20-50 parts, amine curing agent
Account for 2-8 parts, acid anhydride type curing agent 10-20 accounts for part, hyper-branched polyester grafting carbon nanotube accounts for 0.1-15 parts.
2. epoxy modified asphalt as described in claim 1, it is characterised in that: raw material components are counted by weight: matrix pitch
Account for 90-110 parts, epoxy resin account for 27-45 parts, amine curing agent account for 3-7 parts, acid anhydride type curing agent account for 13-17 parts, hyperbranched poly
Ester grafting carbon nanotube accounts for 1-5 parts.
3. epoxy modified asphalt as described in claim 1, it is characterised in that: raw material components are counted by weight: above-mentioned matrix
Pitch accounts for 100 parts, epoxy resin accounts for 40 parts, amine curing agent accounts for 6 parts, acid anhydride type curing agent accounts for 15 parts and hyper-branched polyester is grafted
Carbon nanotube accounts for 3 parts.
4. epoxy modified asphalt as claimed in claim 1,2 or 3, it is characterised in that: matrix pitch selects asphalt, lake drip
One or more of green, coal tar pitch any combination；Epoxy resin selects E-44 bisphenol A type epoxy resin or E-51 bisphenol A-type
Epoxy resin；Amine curing agent selects the one or more of diethyl amino propylamine, N- aminoethyl piperazine, isophorone diamine to appoint
Meaning combination；Acid anhydride type curing agent select methyl tetrahydro phthalic anhydride, methyl hexahydrophthalic anhydride, dodecenylsuccinic acid acid anhydride, in tung oil acid anhydride
One or more of any combination.
5. epoxy modified asphalt as claimed in claim 4, it is characterised in that: matrix pitch selects asphalt.
6. epoxy modified asphalt as claimed in claim 5, it is characterised in that: asphalt is 70# asphalt.
7. epoxy modified asphalt as claimed in claim 4, it is characterised in that: acid anhydride type curing agent is tung oil acid anhydride.
8. the preparation method of epoxy modified asphalt as described in claim 1, which is characterized in that carry out as follows: by 20-50
Part epoxy resin is heated to 60-80 DEG C, and 0.1-15 parts of hyper-branched polyester grafting carbon nanotubes are added, and stirring is divided for 2-3 hours
Granular media is 1；2-8 parts of amine curing agents and 10-20 parts of acid anhydride type curing agents are added into dispersion 1, stirring obtains for 2-3 hours
Dispersion 2；80-120 parts of matrix pitches are taken to be heated to 60-200 DEG C, then the matrix pitch addition after heating is aforementioned resulting
In dispersion 2, is conserved 4-6 days under conditions of 58-65 DEG C after mixing evenly, obtain epoxy modified asphalt.
9. the preparation method of epoxy modified asphalt as claimed in claim 2, which is characterized in that carry out as follows: by 27-45
Part epoxy resin is heated to 60-80 DEG C, and 1-5 parts of hyper-branched polyester grafting carbon nanotubes are added, and stirring obtains dispersion in 2-3 hours
It is 1；3-7 parts of amine curing agents and 13-17 parts of acid anhydride type curing agents are added into dispersion 1, stirring is dispersed for 2-3 hours
System 2；It takes 90-110 parts of matrix pitches to be heated to 60-200 DEG C, then aforementioned resulting dispersion is added in the matrix pitch after heating
In system 2, is conserved 4-6 days under conditions of 58-65 DEG C after mixing evenly, obtain epoxy modified asphalt.
10. the preparation method of epoxy modified asphalt as claimed in claim 3, which is characterized in that carry out as follows: by 40 parts
Epoxy resin is heated to 60-80 DEG C, and 3 parts of hyper-branched polyester grafting carbon nanotubes are added, and stirring obtains dispersion 1 in 2-3 hours；
6 parts of amine curing agents and 15 parts of acid anhydride type curing agents are added into dispersion 1, stirring obtains dispersion 2 in 2-3 hours；It takes
100 parts of matrix pitches are heated to 60-200 DEG C, then the matrix pitch after heating is added in aforementioned resulting dispersion 2, stir
It is conserved 4-6 days under conditions of 58-65 DEG C after mixing uniformly, obtains epoxy modified asphalt.
11. the preparation method of epoxy modified asphalt as described in claim any one of 4-7, which is characterized in that as follows into
Row: being heated to 60-80 DEG C for 40 parts of epoxy resin, and 3 parts of hyper-branched polyester grafting carbon nanotubes are added, and stirring obtains for 2-3 hours
Dispersion 1；6 parts of amine curing agents and 15 parts of acid anhydride type curing agents are added into dispersion 1, stirring is divided for 2-3 hours
Granular media is 2；It takes 100 parts of matrix pitches to be heated to 60-200 DEG C, then aforementioned resulting dispersion is added in the matrix pitch after heating
In system 2, is conserved 4-6 days under conditions of 58-65 DEG C after mixing evenly, obtain epoxy modified asphalt.
12. the preparation method of epoxy modified asphalt as claimed in claim 8, which is characterized in that carry out as follows: by 40 parts
Epoxy resin is heated to 70 DEG C, and 3 parts of hyper-branched polyester grafting carbon nanotubes are added, and stirring obtains dispersion 1 in 2.5 hours；It is past
5 parts of amine curing agents and 15 parts of acid anhydride type curing agents are added in dispersion 1, stirring obtains dispersion 2 in 2.5 hours；Take 101
Part matrix pitch is heated to 80 DEG C, then the matrix pitch after heating is added in aforementioned resulting dispersion 2, after mixing evenly
It is conserved 4 days under conditions of 61 DEG C, obtains epoxy modified asphalt.
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| CN108314900A (en) * | 2018-02-01 | 2018-07-24 | 山东联星能源集团有限公司 | A kind of bituminous composition |
| CN109680508A (en) * | 2018-12-29 | 2019-04-26 | 河南东方雨虹建筑材料有限公司 | A kind of high-polymer modified pitch and preparation method thereof and polymer modified bituminous waterproof sheet material |
| CN109777133A (en) * | 2019-01-25 | 2019-05-21 | 华研(佛山)纳米材料有限公司 | A kind of carbon nanotube enhancing pitch and preparation method thereof |
| CN112210222B (en) * | 2019-07-10 | 2022-08-12 | 中国石油化工股份有限公司 | Epoxy asphalt material for roads and bridges and preparation method thereof |
| CN110466178A (en) * | 2019-08-16 | 2019-11-19 | 张波 | Cold spraying formula aqueous polymer modified asphalt waterproof coiled material production technology |
| CN113801486B (en) * | 2020-06-17 | 2023-02-03 | 中国石油化工股份有限公司 | Epoxy asphalt material and preparation method thereof |
| CN112920614A (en) * | 2021-01-28 | 2021-06-08 | 金闻闻 | High-temperature-resistant waterproof epoxy asphalt and preparation method thereof |
| CN115232481B (en) * | 2021-04-22 | 2024-01-09 | 中国石油化工股份有限公司 | Epoxy modified asphalt and preparation method thereof |
| CN116023792A (en) * | 2021-10-26 | 2023-04-28 | 重庆市智翔铺道技术工程有限公司 | Hyperbranched polymer grafted carbon nanotube modified epoxy asphalt and preparation method thereof |
| CN117866447A (en) * | 2022-03-09 | 2024-04-12 | 贾楠 | Preparation method of uvioresistant aging-resistant weather-resistant asphalt |
| CN116253534B (en) * | 2023-02-22 | 2024-05-24 | 招商局重庆交通科研设计院有限公司 | High-durability thin-layer cover surface repair material and preparation method thereof |
| CN116790129B (en) * | 2023-08-25 | 2023-11-28 | 鄂尔多斯市路泰新材料科技发展有限公司 | High-viscosity modified asphalt and preparation method thereof |
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